Category: 7699-18-5

These common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C9H9NO2

General procedure: To the 3-subtitutedphenyl-1H-pyrazole-5-carbaldehydes 11(a-d) prepared in the above step was added corresponding substituted oxindoles and catalytic amount of piperdine (1.0ml) in ethanol. Heated the reaction mixture to reflux for 4h at 85C. The solid compounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying the final compounds (Z)-3-((3-phenyl-1H-pyrazol-5-yl)methylene)indolin-2-one analogs 12(a-u) were obtained as pure solids (yield 75-80%).

The synthetic route of 5-Methoxyindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kamal, Ahmed; Shaik, Anver Basha; Jain, Nishant; Kishor, Chandan; Nagabhushana, Ananthamurthy; Supriya, Bhukya; Bharath Kumar; Chourasiya, Sumit S.; Suresh, Yerramsetty; Mishra, Rakesh K.; Addlagatta, Anthony; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 501 – 513;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 7699-18-5,Some common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, molecular formula is C9H9NO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Description 12:(Z)-3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)-5-methoxyindolin-2-one5-Methoxyindolin-2-one (50 mg, 0.31 mmol) and 3,5-dimethyl-W-pyrrole-2- carboxaldehyde (1.2 equiv., 45 mg) were heated together in ethanol (1 ml) and piperidine (2 drops) in a microwave (150C, 30 min). The reaction mixture was cooled to room temperature and diluted with ethanol. The precipitate was filtered, washed with ethanol, and then with ethyl ether, air-dried to give the product as an orange crystalline solid. The results set out below indicate the final product was the title compound 012.1H NMR (dmso-d6): 13.45 (1H, NH, br s), 10.58 (1H, NH, br s), 7.57 (1H, s), 7.40 (1H, s), 6.75 (1H, d), 6.65 (2H, d), 6.00 (1H, s), 3.77 (3H, s), 2.31 (6H, s).13C NMR (CDC ): 169.9, 155.5, 137.0, 32.7, 131.0, 127.6, 127.0, 123.6, 112.7, 112.0, 111.2, 109.5, 103.7, 56.0, 13.9, 11.7.MS: MH+ 269.0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methoxyindolin-2-one, its application will become more common.

Reference:
Patent; University of Greenwich; SPENCER, John; WO2012/25726; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem